


1188 CASTLE PINES Court
Kissimmee, FL
Courtesy of REAL BROKER, LLC
Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.
2,904 homes



1188 CASTLE PINES Court
Kissimmee, FL
Courtesy of REAL BROKER, LLC


















206 VERNON Avenue
Kissimmee, FL
Courtesy of GPS PROPERTY GROUP INC.
For rent2412 AUGUSTA Way
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE



3609 SAIL HARBOR Drive
Kissimmee, FL
Courtesy of THE REALTY EXPERIENCE POWERED BY LRR
Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.
Kissimmee sits on the south side of Orlando, wrapped around the theme-park corridor and stretched along US-192. New builds, resale subdivisions, and short-term rental zones all live here, and each one runs on its own rules.
Es un mercado activo, todos los días. I read the zoning, the HOA, and the short-term rental maps with you before you fall for a floor plan. First-time buyer, vacation home, or rental investor: same broker, same process, in English or Spanish.
The count on this page is live from the MLS and changes through the day, so the number above the grid is the current one. To narrow it, filter by price and bedrooms, or call or text me at 414.712.6275 and tell me what you need in Kissimmee. I will send you a shorter, better list than any filter produces.
I hear about homes before they reach the feed, from agents I close with every month. Send me your budget and must-haves and I will go find it, in English or Spanish.
2817 ALMATON Loop #304
Kissimmee, FL
Courtesy of SAVVY AVENUE, LLC
502 MATTERHORN Place
Kissimmee, FL
Courtesy of FGI REALTY
8452 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of POP REALTY POWERED BY SELLSTATE
4764 ORMOND BEACH Way
Kissimmee, FL
Courtesy of REDFIN CORPORATION
9 DARLINGTON Avenue #2A
Kissimmee, FL
Courtesy of CINO INTERNATIONAL INC
2691 SAN SIMEON Way
Kissimmee, FL
Courtesy of JOY ESTATE ENTERPRISE INC
1005 BASEBALL AND BOARDWALK Court
Kissimmee, FL
Courtesy of WISHING WELL REALTY
Courtesy of EC HOME
1516 KELBY Road
Kissimmee, FL
Courtesy of HOUWZER INC
2541 JASMINE TRACE Drive
Kissimmee, FL
Courtesy of OPENDOOR BROKERAGE LLC
7704 WESTLAND Drive
Kissimmee, FL
Courtesy of PALM CIRCLE REALTY
169 CITRUS Drive
Kissimmee, FL
Courtesy of CREEGAN GROUP
513 HEARTWELL DR
Kissimmee, FL
Courtesy of BORCHINI REALTY
1852 CARIBBEAN VIEW Terrace
Kissimmee, FL
Courtesy of TEAM DONOVAN
218 CRANBROOK Drive
Kissimmee, FL
Courtesy of MILA REALTY
2476 SWEETWATER CLUB Circle #107
Kissimmee, FL
Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
1801 HOUSTON Street
Kissimmee, FL
Courtesy of DREAM BUILDERS REALTY
2820 MOONSTONE Bend
Kissimmee, FL
Courtesy of IAD REAL ESTATE
Courtesy of MAGICMIND REALTY LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.